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Article Abstract
A stereoselective, metal-free synthesis of densely functionalized benzofulvenes base-promoted regioselective iodocyclization followed by decarboxylative protodeiodination of -alkynylaryl 2-cyanoacrylates is described. Michael addition of alcohol to the carbon-carbon double bond triggers the sequential formation of the C-O, C-C, and C-I bonds in a single operation. Subsequent decarboxylation and the elimination of HI furnish the final benzofulvene framework, featuring an exocyclic double bond and functional groups such as -CN and -OMe that can be easily transformed to afford biologically active pharmacophores.
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| http://dx.doi.org/10.1021/acs.orglett.4c04837 | DOI Listing |
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